I always thought Cole was adorable. I knew that, once he grew up, he’d be a looker for sure. But, even as he entered his senior year of high school, he hadn’t changed much. Some parts of his body looked his age: he was tall with an athletic body. But his upper lip only had peach fuzz and his voice still hadn’t fully dropped. Additionally, he was only seventeen. Which meant he was a minor and off limits. That doesn’t mean I was blind to what he’d become. But I didn’t get to see it happen.
After Christmas, my wife and I divorced. Things had been degrading for months, for obvious reasons. But my wife knew I was interested in men also before we married. And, while we were married for a long time, we married young and she thought my desire to be with men would change. I did, too. Being young and full of cum, as they say, doesn’t equate to being wise. Almost twenty years married, with three at this house we bought together, ended and I moved out into an apartment, as so many ex-husbands tend to do.
The settlement took less than a year and it was amicable. The ex-wife had a new beau quickly and had no need for the house, so I got it in the divorce. Once she moved out and on, I moved back in and tried to get my life settled back to normal. Between the time I moved out and back in, I hadn’t had much time for any social life, obviously. It also meant I lost weight due to the stress. Being back home, I was able to destress. And I did like the weight loss, which I needed for my newly found life: I didn’t think any guy would want an overweight middle-aged man. Even before I moved back, I joined a gym. Once back home, I kept going through the winter. The goal was to be more presentable by spring. By spring, things were coming together nicely, and I thought I was about ready to ‘get back out there’ socially.
After a string of warm weather, it was time to mow the yard. As I started the suburb routine of back-n-forth, I saw someone come out of Cole’s house. I had to do a double take. It was Cole, but not the Cole I knew from two years ago. He caught me staring and threw up a hand to wave as he turned and started coming across the street towards me, smiling oddly.
“Mr. Roberts!” he said, his voice now deeper than mine. His smile was wide and almost seemed to be hiding something.
“Cole! It’s good to see you again! You’ve grown a lot in the past couple of years” I said, looking him up and down obviously. While still tall, he’d filled out nicely. His peach fuzz lip was replaced with shaven dark hair that also encompassed his chin and sideburns, causing his big dark blue eyes to stand out.
“Good to see you again, too!” he said. He seemed a lot happier than a nineteen year old should be seeing an old neighbor my age. “I’m glad you’re back home. And I love the new look” he said referencing my beard. “I’m trying to grow one too” he said running his hand along his jaw.
“Thanks man. Yeah it’s been an interesting couple of years, but I’m trying to get things back to normal now” I admitted.
“Well, I’m glad you’re back. Too many old people around here” he said referring to the age of the neighbors.
“Careful now. I’m not that much younger than these guys” I replied.
“Well, I don’t think of you like that” he replied. “But I have to jet to work. I’ll see you around!”
“Ok. Take care, Cole.” I started the mower and watched him drive away, having my ego stroked slightly by a hot, young (now legal) man.
That night, I pulled out the phone and opened the hookup apps. It’s been a while since I was out in any dating scene, straight or gay, so I had to get the lay of the land, as they say. I scrolled though the people in the one app. Nothing of note. I had another app that historically had younger guys on it. I only looked through it occasionally, but tonight I thought I’d five it another go. I hadn’t been on it since I moved here, so I had to reset my filters. Once I did, the very first profile that came up as a photo-less one less than a mile from me. That intrigued me, but without a photo, I passed it by. I scrolled through the remainders and found nothing of note, so decided to hit the porn sites for some jack off material.
A few minutes into my chosen video, I received an alert: I had a message from the app. I opened it up and noticed the profile without a photo viewed my profile and sent me a message. I opened it and my heart sank. It read: Mr. Roberts. It’s good to see you again. It took me a few seconds to figure out what had happened, then I remember my short conversation with Cole earlier. Could this be him? I sent back a very adult message of: Hello. Do we know each other? I sat my phone down and waited. Another alert. The message now read, only: We do. I replied: Who is this. A message returned with nothing but a photo: It was Cole.
I didn’t know what to say or do so I didn’t reply right away. Then another message came: Can I come over? I replied with a Sure and waited. Minutes later, a knock came at my door. I opened it to see Cole standing there.
“Hi” he said, smiling widely.
“Hi” I replied, nervous. “What are you doing here, Cole?” I asked. “It’s almost one in the morning.”
“I saw you online and thought we could spend some time together?” he said grabbing his crotch.
I stood there stunned.
“Well?” he said, impatiently.
I pulled the door opened more and he walked in.
“Cole. What are you…what are you doing on those apps?” I said closing the door behind him.
“Why else do you think I’m on there, Mr. Roberts?” he asked. A good question.
“I know. I mean…. why did you message me?” I asked.
“Guys my age are so…. Immature” he said, stepping towards me. “And I’ve always thought you were sexy. But when I saw you with your bread…”
“Cole. I don’t know if this is a good idea” I admitted.
“Looks like your cock disagrees” he said, looking down at my dick which, without my knowing, had grown to its almost full size in my shorts.
He reached out and grabbed it, causing it to pulse. This is the first time in almost a year anyone other than me has touched it. Much less a sexy young man like Cole had become. I closed my eyes and sighed, enjoying the touch.
“Cole…” I started as he planted his lips on mine. I hesitated at first, but his warm mouth, soft lips and insistence pushed me over the edge. I returned his kiss passionately, which seemed to surprise him. I backed him up against the opposite side wall, our lips never parting. The sound of wet lips echoed off the hallway walls. I pulled back, regaining some sense of control. He laughed softly.
“See? That’s the Mr. Roberts I knew was there all along” he said.
“Brian” I replied.
“What?” he asked.
“Brian. That’s my name” I replied.
“Brian” he said softly, stroking my beard. “Brian with the beard and big cock and hairy chest” he said as he ran his hand up my shirt from my crotch. “That’s hot!”
He pushed me back and pulled off his shirt. His body was perfect. His chest was smooth with the exception of a small patch of light brown hair in the middle, and a trail that pointed down, but faded quickly, only a few little hairs on his flat stomach around his navel. His nipples were small and surround by a few hairs of their own. His biceps were surprisingly big for someone with a runner’s build.
While I was still taking it all in, he bent down and pulled down my shorts. He gasped as my hard dick popped out.
“Fuck. That’s a nicer cock than I ever imagined” he said.
“What” I asked.
“Oh Mr. Roberts” he said, looking up at me. “Surely you had to know that I jacked off thinking about you all though high school?” he asked.
“I had no idea” I replied.
“That’s a shame” he whispered as I could feel his breath on the head of my cock. “I’ve wanted to suck this cock for years!”
I couldn’t take it any longer. I grabbed my cock and slapped his face with it. He chuckled with pleasure as I ran it along his face, my hyper-sensitive head feeling every inch of his face. I watched intensely as my swollen dick head traced along his jaw, then his chin and finally his lips. He looked up at me and opened his mouth. I slid it in his mouth, the warmth enveloping my head, then my shaft. Cole struggled to fit it all in, but I made sure he did.
Once in, he pushed himself into my pubes, forcing my dick down his throat. He did something with the back of his mouth that sent shudders through my body – something no one else has been able to duplicate since. But at this time, I knew I had to give in to the moment. I pulled out of his mouth and made his stand up. It was his turn.
I bent down and pulled his shorts down, his cock slapping up against his stomach. I was taken aback some by the size of it. He seemed somewhat proud of it and for good reason. Its width, while average, was overshadowed by its length and massive head. He wasn’t a shower, but definitely a grower. If I was a bit under eight inches, he was an honest ten, surrounded by a sea of golden trimmed pubes. How he hid this monster from me earlier I had no idea, but that wasn’t what was important now.
I shoved it as deep in my mouth as I could, choking on it initially. But I soon returned to my previous life of sucking all sorts of cock. I grabbed his smooth nuts as I bobbed on his pole like he’d never had done before. I could feel that giant cock head opening up my throat more and more with each thrust. His legs started to shake as I felt a hand on my chest.
He grabbed a hand full of my chest hair and pulled me up. The instant pain of someone pulling my hair was replaced with a feeling I’ve not experienced prior: pleasurable pain. His cock popped out of my mouth with a wet slurp sound as I stood up, following the trail of pain as he pulled me up to his level. “So, who fucks who tonight?” he asked.
I kicked off my shorts and pushed him to the living room – I didn’t want to take the extra time to get him to the bedroom. He stumbled out of his own shorts, leaving them in the hallway as I directed him to the couch. He plopped down on the couch and I raised his hairy legs up in a V shape. I had no lube in the house so I spit on my hand and wiped his pucker, lubing it up nest I could. I placed my cock on his hole, feeling the tightness as I pushed in. He screamed and I stopped. “Don’t stop, daddy!” he said. That turned me on even more. I pulled my head out of his hole and lubed my cock with my own precum. I grabbed both his ankles with my left hand and positioned my dick with my right and fell into him.
His legs shook and he screamed into a pillow he’d grabbed earlier, and my hairy balls came to rest on his firm ass. I could feel his ass convulse around my shaft as I held myself in him, allowing him to get accustomed to me. I watched his patch of chest hair rise and fall start to slow. I pulled out leaving just the head inside him. I watched his hole stretch around my shaft and my cock exited. I tossed the pillow away from his face – I wanted to see his blue eyes. They were wide and looked of surprise, pain and pleasure. He focused on me and smiled.
“Fuck. I’ve wanted that cock for so long, daddy!” he said. I could feel his ass trying to force my cock fully out of him.
“Oh really? This cock?” I asked, sliding it back inside him. His eyes rolled back in his head and he let out a groan.
“Yes, daddy. That’s the one. Give it to me!” he cried as his long cock slowly released a torrent of clear precum across his chest and down his side. I pulled out some, his mouth opened as he drew air into his lungs. Then I fell back into him, forcing that air and another stream of clear liquid from his body. Knowing what I had to do, I released his legs, steadied myself on his chest, feeling his heart pound underneath and started fucking him.
My balls actually hurt as the slapped against his ass, but I didn’t care. I fucked him for several minutes in this position until my legs got weak, so I pulled out of him, his legs falling to the ground as we caught our breath. “Damn daddy!” he said. ‘You’re better at this than I thought!”
“You’ve never been fucked by an older man?” I asked, my chest heaving to get more oxygen to my muscles.
“I’ve never been fucked at all, daddy” he said.
“Never!?! Not at all?” I asked.
“No daddy. I was waiting on you to be my first” he said standing up, his precum running down his sides. “I didn’t want a boy. I wanted a man. A real man”
I pulled him over and sat down where he was. I reached out and pulled him over me. He smiled, as he got the idea and, grabbing my cock, positioned himself over me, his long dick pointing at the ceiling. He slowly sat down on me. Fir my cock popped into him, causing his dick to bounce. He lowered himself on me inch by inch, each inch causing his cock to twitch until he was resting on my lap. Cole seemed to enjoy this as he quickly got a rhythm going. I felt his tight ass milking my cock as he bounced up and down on me, his cock slapping on his stomach, then mine, then his, then mine, nineteen-year-old pre-cum being thrown all over the couch. I watched it sling around, making a note that I’d have to clean it up later. That thought was interrupted when I heard Cole’s cries change in tone. I knew he was close.
I reached up and grabbed his long cock, pointing that enormous head at my face as he bounced on my cock. I saw his balls were pulled up to each side of his shaft and I knew it was coming. Literally. It was then my cock felt a different squeeze and, a second later, a giant blob of hot, thick, white liquid hit my face. Then another squeeze and another glob volleyed from his cock. Then I lost track as he drenched my face and chest with his liquid, while never stopping the motion of his body. The feeling of hot, young man juice on my face and chest was all I could take. It’s been years since I’ve fucked a guy – I was surprised my body lasted this long. Not knowing what he wanted, I pushed him off of my cock and blasted my own load on his firm, smooth ass, never letting go of his spasming cock. He stood above me, his chest rapidly moving up and down while I held his cock like a dog on a leash. Eventually, he gathered enough strength and stood up enough to pull his long ass cock out of my hand, it slapping against his stomach, still hard as a rock and slinging more cum up on his own chest hair.
“Daddy……” he moaned, his legs shaking. I looked down at my own pleased cock. “Daddy wetted my ass” he said, turning around, showing me his ass, wet with my own cum. I reached up and ran my hand along his cheek and pushing a finger’s worth of cum into his now tortured and swollen hole. He moaned, looking over his shoulder.
He turned around, cock still hard. “I’m not yet finished, daddy” he said pushing his cock towards me. I happily took his long dick back into my mouth, already covered in his own cum. He grabbed the back of my head and started to face fuck me, his balls now swinging low. His fucked my mouth with vigor. As I tasted his cum on my tongue, now wishing I’d let him fuck me instead, his balls pulled back up and he shot another load in my mouth. He held my face against his trimmed bush, smearing his cum that was on my face on his body. I don’t know how he got his hard upward curved dick down my throat, but he did. And he dumped another load down my throat. He held my face against him until his cock started to soften before he pulled out of my mouth.
He stood before me, nude. As his first load of cum cooled on my face, and his second load of cum made its way to my stomach, I admired this young man and was honored that he allowed me to be his first. Little did I know that the next few months would be full of many of a late night rendezvous that brought us both forward to our life of man on man sex.
